Asymmetric synthesis of differentially protected meso-2,6-diaminopimelic acid
1
Discovery Chemistry, Roche Research Center, Hoffmann-La Roche, Nutley, NJ 07110, USA
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Publication type: Journal Article
Publication date: 2002-10-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
meso -2,6-Diaminopimelic acid, an important linking component of bacterial cell walls and a biosynthetic precursor of l -lysine has been prepared differentially protected in a stereospecific manner from both l -aspartic and l -glutamic acid. The key step to establish the second chiral center involves the asymmetric reduction of a pyruvate moiety with Alpine-Borane®. S -2-Amino-6-oxopimelic acid, the hydrolyzed open chain form of tetrahydrodipicolinic acid, a biosynthetic precursor of meso -2,6-diaminopimelic acid, was also prepared via deprotection of the key pyruvate intermediate.
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Total citations:
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Citations from 2024:
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GOST
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Roberts J. P., CHAN C. Asymmetric synthesis of differentially protected meso-2,6-diaminopimelic acid // Tetrahedron Letters. 2002. Vol. 43. No. 43. pp. 7679-7682.
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Roberts J. P., CHAN C. Asymmetric synthesis of differentially protected meso-2,6-diaminopimelic acid // Tetrahedron Letters. 2002. Vol. 43. No. 43. pp. 7679-7682.
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RIS
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TY - JOUR
DO - 10.1016/S0040-4039(02)01844-0
UR - https://doi.org/10.1016/S0040-4039(02)01844-0
TI - Asymmetric synthesis of differentially protected meso-2,6-diaminopimelic acid
T2 - Tetrahedron Letters
AU - Roberts, John Paul
AU - CHAN, CECIL
PY - 2002
DA - 2002/10/01
PB - Elsevier
SP - 7679-7682
IS - 43
VL - 43
SN - 0040-4039
SN - 1873-3581
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2002_Roberts,
author = {John Paul Roberts and CECIL CHAN},
title = {Asymmetric synthesis of differentially protected meso-2,6-diaminopimelic acid},
journal = {Tetrahedron Letters},
year = {2002},
volume = {43},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/S0040-4039(02)01844-0},
number = {43},
pages = {7679--7682},
doi = {10.1016/S0040-4039(02)01844-0}
}
Cite this
MLA
Copy
Roberts, John Paul, and CECIL CHAN. “Asymmetric synthesis of differentially protected meso-2,6-diaminopimelic acid.” Tetrahedron Letters, vol. 43, no. 43, Oct. 2002, pp. 7679-7682. https://doi.org/10.1016/S0040-4039(02)01844-0.